Palladium-catalyzed α-arylation of esters with chloroarenes

被引:72
|
作者
Hama, Takuo
Hartwig, John F.
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
[2] Univ Illinois, Dept Chem, Urbana, IL 61801 USA
关键词
D O I
10.1021/ol800258u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed alpha-arylations of esters with chloroarenes are reported. The reactions of chloroarenes with the sodium enolates of tertbutyl proplonate and methyl isobutyrate occur in high yields with 0.2-1 mol % of {[P(t-Bu)(3)]PdBr}(2) or the combination of Pd(dba)(2) and P(t-Bu)(3) as catalyst. The reactions of chloroarenes with the Reformatsky reagent of tert-butyl acetate were most challenging but occurred in high yields for chlorobenzene and electron-poor chloroarenes catalyzed by 1 mol % of Pd(dba)(2) and pentaphenylferrocenyl di-tert-butylphosphine (Q-phos).
引用
收藏
页码:1549 / 1552
页数:4
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